1-(3-Bromophenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acid → [1-(3-Bromo-phenyl)-3,5-dimethyl-1H-pyrazol-4-yl]-(3-diethylamino-pyrrolidin-1-yl)-methanone

HRID 1011916

Reaction equation

HRID 1011916 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([OH:16])=O)[C:10]([CH3:17])=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[CH2:18]([N:20]([CH2:26][CH3:27])[CH:21]1[CH2:25][CH2:24][NH:23][CH2:22]1)[CH3:19]>>[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([N:23]3[CH2:24][CH2:25][CH:21]([N:20]([CH2:26][CH3:27])[CH2:18][CH3:19])[CH2:22]3)=[O:16])[C:10]([CH3:17])=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 27639971-(3-Bromophenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acidHCID 199619953-(Diethylamino)pyrrolidine

Product 1

HCID 67313795[1-(3-Bromo-phenyl)-3,5-dimethyl-1H-pyrazol-4-yl]-(3-diethylamino-pyrrolidin-1-yl)-methanoneYield 61%

Procedure

In analogy to the procedure described in example 12D], 1-(3-bromo-phenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acid and 3-(diethylamino)pyrrolidine gave the title compound in 61% yield as brown viscous oil. MS: 419.2 (MH+, 1 Br).

Sources & evidence

ORD record
ord-c4300c4424d042559fff4078a37aabac
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Linked notes

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